(5-Bromo-2-methylphenyl)methanol → 5-Bromo-2-methylbenzaldehyde

HRID 1629722Notes

Reaction equation

HRID 1629722 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:10])=[C:6]([CH2:8][OH:9])[CH:7]=1>O1CCOCC1.[O-2].[O-2].[Mn+4]>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:10])=[C:6]([CH:7]=1)[CH:8]=[O:9]

Participants

4

Reactant 1

HCID 12993770(5-Bromo-2-methylphenyl)methanol

Product 1

HCID 104202895-Bromo-2-methylbenzaldehyde

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of INT 29 (19.3 g, 96 mmol) in dioxane (800 mL) was added manganese dioxide (50.2 g, 577 mmol). The reaction mixture was stirred at 80° C. for 3 h. The mixture was filtered over Celite and the filtrate was concentrated to give INT 30.

Workup

  1. filtrationThe mixture was filtered over Celite
  2. concentrationthe filtrate was concentrated
  3. customto give INT 30

Sources & evidence

ORD record
ord-95927e9326104a6884c9aac5a6a5158f
Source dataset
uspto-grants-2014_07
Patent number
US08791100B2

Reaction notes

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